Private suite holiday rentals in South Side
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Top-rated Self-Contained Units in South Side
Guests agree: These Self-Contained Units are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for South Side Self-Contained Units
Family-friendly private suite rentals
Guest suite in Evanston
4.97 out of 5 average rating, 214 reviewsA guest suite centrally located, but so quiet...
Guest suite in Chicago
4.91 out of 5 average rating, 426 reviewsCozy, Quiet, Garden Getaway!
Guest suite in Chicago
4.95 out of 5 average rating, 244 reviewsGreat location, private entry and patio!
Guest suite in Chicago
4.96 out of 5 average rating, 311 reviewsAugusta's Garden | Noble Square | Wicker Park
Guest suite in Wood Dale
4.9 out of 5 average rating, 437 reviewsThe Deer Suite
Guest suite in Chicago
4.94 out of 5 average rating, 103 reviewsThe Vanderpool House
Guest suite in Evanston
4.83 out of 5 average rating, 329 reviewsHuge, cozy one bedroom semi-basement apartment
Guest suite in Bloomingdale
4.94 out of 5 average rating, 255 reviewsDisney themed studio private in-law apartment.
Self-Contained Unit with a patio
Guest suite in Wheaton
4.83 out of 5 average rating, 109 reviewsCozy Wheaton Home
Guest suite in Chicago
4.81 out of 5 average rating, 64 reviewsComfortable and Cozy Suite in Quiet Neighborhood
Guest suite in Chicago
4.91 out of 5 average rating, 76 reviews1 bed apartment + futon room bridgeport
Guest suite in Chicago
4.94 out of 5 average rating, 18 reviewsThe Landmark; a comfy suite near McCormick Place
Guest suite in Chicago
4.79 out of 5 average rating, 14 reviewsPrivate Chicago getaway
Guest suite in Chicago
4.67 out of 5 average rating, 43 reviewsAdorable Private Studio with indoor fireplace
Guest suite in Chicago
4.47 out of 5 average rating, 15 reviewsBridgeport Patio - Free Parking - Outdoor Dining!
Guest suite in Chicago
4.95 out of 5 average rating, 55 reviewsLogan Square’s Garden apt style rental
Private suite rentals with a washing machine and dryer
Guest suite in Chicago
4.73 out of 5 average rating, 151 reviewsMckelvin Garden suite
Guest suite in Chicago
4.98 out of 5 average rating, 115 reviewsGorgeous Studio 15 Minutes From Ohare!
Guest suite in Skokie
4.87 out of 5 average rating, 151 reviewsAdorable studio style unit - Self check in ⚡️
Guest suite in Chicago
4.96 out of 5 average rating, 107 reviewsModern Garden Apartment in Lincoln Square
Guest suite in Irving Park
4.99 out of 5 average rating, 144 reviewsBnB on Grace Street - Modern 2-Bedroom Guest Suite
Guest suite in Chicago
4.93 out of 5 average rating, 362 reviewsPeaceful Portage Park Apartment
Guest suite in Chicago
4.97 out of 5 average rating, 231 reviewsPrivate Suite w/ offstreet pkg, at Logan Sq Blu Ln
Guest suite in Logan Square
4.9 out of 5 average rating, 103 reviewsNew Bright & Airy Entire Unit in Logan
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
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- South Haven Holiday rentals
- Naperville Holiday rentals
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- New Buffalo Holiday rentals
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- Apartment rentals South Side
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- Rentals with pools South Side
- House rentals South Side
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- Rentals with a patio South Side
- Private suite rentals Milwaukee
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